Potassium Nitrate → 5-Bromo-8-nitroisoquinoline

HRID 2056798Notes

Reaction equation

HRID 2056798 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[N+:12]([O-])([O-:14])=[O:13].[K+]>[OH-].[NH4+]>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 7364875-Bromoisoquinoline

Product 1

HCID 8169835-Bromo-8-nitroisoquinoline

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

The diethyl ether solution from Example 57A was treated with potassium nitrate (10.1 g, 100 mmol). After stirring for one hour, The mixture was poured onto ice and neutralized with concentrated ammonium hydroxide (˜300 ml). The crude product was collected by filtration, dried, and recrystalization from methanol to provide the title compound (8.83 g).

Workup

  1. filtrationThe crude product was collected by filtration
  2. customdried
  3. customrecrystalization from methanol

Sources & evidence

ORD record
ord-b389d2bfd7f14d5fab7e61808962e303
Source dataset
uspto-grants-2008_02
Patent number
US07335678B2

Reaction notes

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